3-Tridecanone

Base Information

• Chemical Name: 3-Tridecanone
• CAS No.: 1534-26-5
• Molecular Formula: C13H26 O
• Molecular Weight: 198.349
• Hs Code.: 2914190090
• European Community (EC) Number: 216-253-7
• NSC Number: 158431
• UNII: NY4J47D8VZ
• DSSTox Substance ID: DTXSID90165319
• Nikkaji Number: J102.216D
• Wikidata: Q83034466
• Metabolomics Workbench ID: 5543
• ChEMBL ID: CHEMBL1922862
• Mol file: 1534-26-5.mol

Synonyms:3-TRIDECANONE;Tridecan-3-one;1534-26-5;Ethyl n-decyl ketone;EINECS 216-253-7;NY4J47D8VZ;CHEMBL1922862;NSC-158431;AI3-38182;n-DECYL ETHYL KETONE;NSC158431;UNII-NY4J47D8VZ;3-Tridecanone, AldrichCPR;SCHEMBL632531;DTXSID90165319;BDBM50358400;LMFA12000172;MFCD00026544;AKOS009157789;NSC 158431;J-009011

Chemical Property of 3-Tridecanone

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Melting Point: 31°C
• Refractive Index: 1.4365 (estimate)
• Boiling Point: 259.7°Cat760mmHg
• Flash Point: 78.7°C
• PSA: 17.07000
• Density: 0.825g/cm³
• LogP: 4.49630
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 198.198365449
• Heavy Atom Count: 14
• Complexity: 129

Purity/Quality:

98%min ^*data from raw suppliers

3-TRIDECANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CCCCCCCCCCC(=O)CC

Technology Process of 3-Tridecanone

There total 33 articles about 3-Tridecanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

tridec-12-en-3-ol (143229-25-8) → 3-tridecanone (1534-26-5)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; cesium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 70 ℃; for 15h; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04508

Reference yield: 80.0%

tridecan-3-ol (10289-68-6) → 3-tridecanone (1534-26-5)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 0 - 23 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2011.09.021

Reference yield: 73.0%

1-Decene (872-05-9,17438-89-0,25189-70-2) + propionaldehyde (123-38-6) → 3-tridecanone (1534-26-5) + C23H46O

Guidance literature:

With benzophenone; N-hydroxyphthalimide; at 25 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/chem.202004946

upstream raw materials:

ethylmagnesium iodide

undecanenitrile

ethylmagnesium bromide

Iododecane

Downstream raw materials:

tridecan-3-one-(2,4-dinitro-phenylhydrazone)

tridecan-3-ol

Refernces

• 1、 Guin, Joyram,Paul, Subhasis. "A General Approach to Intermolecular Olefin Hydroacylation through Light-Induced HAT Initiation: An Efficient Synthesis of Long-Chain Aliphatic Ketones and Functionalized Fatty Acids". supporting information. p. 4412 - 4419. Retrieved 2021/02/05.
• 2、 Sumino, Shuhei,Ryu, Ilhyong. "Hydroalkylation of Alkenes Using Alkyl Iodides and Hantzsch Ester under Palladium/Light System". supporting information. p. 52 - 55. Retrieved 2016/01/12.